Antimalarial linear lipopeptides from a Panamanian strain of the marine cyanobacterium Lyngbya majuscula

J Nat Prod. 2007 Jun;70(6):984-8. doi: 10.1021/np0700772. Epub 2007 Apr 19.

Abstract

As part of the Panama International Cooperative Biodiversity Groups (ICBG) project, two new (2, 4) and two known (1, 3) linear alkynoic lipopeptides have been isolated from a Panamanian strain of the marine cyanobacterium Lyngbya majuscula. Carmabin A (1), dragomabin (2), and dragonamide A (3) showed good antimalarial activity (IC50 4.3, 6.0, and 7.7 microM, respectively), whereas the nonaromatic analogue, dragonamide B (4), was inactive. The planar structures of all four compounds were determined by NMR spectroscopy in combination with mass spectrometry, and their stereoconfigurations were established by chiral HPLC and by comparison of their optical rotations and NMR data with literature values.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology*
  • Chlorocebus aethiops
  • Cyanobacteria / chemistry*
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oligopeptides / chemistry
  • Oligopeptides / isolation & purification*
  • Oligopeptides / pharmacology*
  • Panama
  • Plasmodium falciparum / drug effects*
  • Vero Cells

Substances

  • Antimalarials
  • Oligopeptides
  • carmabin A
  • dragomabin
  • dragonamide B